ChemicalBook CAS DataBase List 5-AMINO-2-CHLOROPYRIDINE-4-CARBOXYLIC ACID

5-AMINO-2-CHLOROPYRIDINE-4-CARBOXYLIC ACID synthesis

5synthesis methods

Product Name:5-AMINO-2-CHLOROPYRIDINE-4-CARBOXYLIC ACID
CAS Number:58483-95-7
Molecular formula:C6H5ClN2O2
Molecular Weight:172.57

5-[(TERT-BUTOXYCARBONYL)AMINO]-2-CHLOROISONICOTINIC ACID

171178-46-4
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$51.00/250mg

5-AMINO-2-CHLOROPYRIDINE-4-CARBOXYLIC ACID

58483-95-7
149 suppliers
$12.00/250mg

Yield:58483-95-7 87%

Reaction Conditions:

with trifluoroacetic acid in dichloromethane

Steps:

58 4-(3-Bromoanilino)-6-chloropyrido[3,4-d]pyrimidine
5-Amino-2-chloropyridine-4-carboxylic acid. A stirred suspension of 5-[N-(tert-butoxycarbonyl)amino]-2-chloropyridine-4-carboxylic acid (1.91 g, 7 mmol) in CH₂ Cl₂ (200 mL) is treated slowly with trifluoroacetic acid until homogeneous (ca. 12 mL). The solution is stirred overnight and extracted with dilute NH₄ OH, and the aqueous layer is then acidified with dilute HCl to gave a precipitate of 5-amino-2-chloropyridine-4-carboxylic acid (1.05 g, 87% yield). ¹ H NMR (DMSO) δ 9.01 (2H, m), 8.03 (1H, s), 7.48 (1H, s).

References:

Warner-Lambert Company US5654307, 1997, A

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